CA1321973C - Methode pour la production d'hydroxydes tres purs de sels quaternaires d'ammonium - Google Patents

Methode pour la production d'hydroxydes tres purs de sels quaternaires d'ammonium

Info

Publication number: CA1321973C
Authority: CA; Canada
Prior art keywords: quaternary ammonium; ammonium hydroxide; compartment; aqueous solution; electrolysis cell
Prior art date: 1986-07-11
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

CA000541849A

Other languages

English (en)

Inventor

Cecil H. Hale

Alan R. Tanner

Bryan M. Hale

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Sachem Inc

Original Assignee

Sachem Inc

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1986-07-11

Filing date

1987-07-10

Publication date

1993-09-07

1987-07-10 Application filed by Sachem Inc filed Critical Sachem Inc

1993-09-07 Application granted granted Critical

1993-09-07 Publication of CA1321973C publication Critical patent/CA1321973C/fr

2010-09-07 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

125000001453 quaternary ammonium group Chemical group 0.000 title claims abstract description 90
235000011114 ammonium hydroxide Nutrition 0.000 title claims abstract description 89
238000004519 manufacturing process Methods 0.000 title description 6
239000000908 ammonium hydroxide Substances 0.000 claims abstract description 58
238000000034 method Methods 0.000 claims abstract description 52
238000005868 electrolysis reaction Methods 0.000 claims abstract description 38
239000000243 solution Substances 0.000 claims abstract description 29
239000007864 aqueous solution Substances 0.000 claims abstract description 25
239000012528 membrane Substances 0.000 claims abstract description 22
238000005341 cation exchange Methods 0.000 claims abstract description 17
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
229910052736 halogen Inorganic materials 0.000 claims abstract description 6
150000002367 halogens Chemical class 0.000 claims abstract description 6
-1 quaternary ammonium halide Chemical class 0.000 claims description 17
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 15
150000004820 halides Chemical class 0.000 claims description 15
125000004432 carbon atom Chemical group C* 0.000 claims description 12
238000010438 heat treatment Methods 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 7
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 7
UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 claims description 6
150000003242 quaternary ammonium salts Chemical class 0.000 claims description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 3
125000005027 hydroxyaryl group Chemical group 0.000 claims description 3
229920005597 polymer membrane Polymers 0.000 claims description 3
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
ABDBNWQRPYOPDF-UHFFFAOYSA-N carbonofluoridic acid Chemical compound OC(F)=O ABDBNWQRPYOPDF-UHFFFAOYSA-N 0.000 claims description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 claims description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims 1
230000015572 biosynthetic process Effects 0.000 abstract description 4
150000004649 carbonic acid derivatives Chemical class 0.000 abstract description 4
229910052751 metal Inorganic materials 0.000 abstract description 3
239000002184 metal Substances 0.000 abstract description 3
150000002739 metals Chemical class 0.000 abstract description 3
WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 32
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 9
239000000463 material Substances 0.000 description 8
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
229940073455 tetraethylammonium hydroxide Drugs 0.000 description 6
LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 6
150000003839 salts Chemical class 0.000 description 5
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
239000008367 deionised water Substances 0.000 description 3
229910021641 deionized water Inorganic materials 0.000 description 3
229910052759 nickel Inorganic materials 0.000 description 3
239000010936 titanium Substances 0.000 description 3
229910052719 titanium Inorganic materials 0.000 description 3
229920000557 Nafion® Polymers 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
125000002091 cationic group Chemical group 0.000 description 2
150000004675 formic acid derivatives Chemical class 0.000 description 2
229910001385 heavy metal Inorganic materials 0.000 description 2
239000012535 impurity Substances 0.000 description 2
229910052742 iron Inorganic materials 0.000 description 2
238000012986 modification Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
KIZQNNOULOCVDM-UHFFFAOYSA-M 2-hydroxyethyl(trimethyl)azanium;hydroxide Chemical compound [OH-].C[N+](C)(C)CCO KIZQNNOULOCVDM-UHFFFAOYSA-M 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
101001052394 Homo sapiens [F-actin]-monooxygenase MICAL1 Proteins 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
239000004793 Polystyrene Substances 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
102100024306 [F-actin]-monooxygenase MICAL1 Human genes 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000010405 anode material Substances 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000005323 carbonate salts Chemical class 0.000 description 1
150000007942 carboxylates Chemical group 0.000 description 1
239000010406 cathode material Substances 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
238000011109 contamination Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
RHWTXKAROJQBFW-UHFFFAOYSA-N dimethylaminomethanediol Chemical compound CN(C)C(O)O RHWTXKAROJQBFW-UHFFFAOYSA-N 0.000 description 1
125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical class FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
239000013505 freshwater Substances 0.000 description 1
239000010439 graphite Substances 0.000 description 1
229910002804 graphite Inorganic materials 0.000 description 1
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
239000007788 liquid Substances 0.000 description 1
229910021645 metal ion Inorganic materials 0.000 description 1
JTGRLFWBUCNQIH-UHFFFAOYSA-M methoxy(trimethyl)azanium;hydroxide Chemical compound [OH-].CO[N+](C)(C)C JTGRLFWBUCNQIH-UHFFFAOYSA-M 0.000 description 1
125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
OQNCIVCOTSERAJ-UHFFFAOYSA-N methyl(2,2,2-trihydroxyethyl)azanium;hydroxide Chemical compound [OH-].C[NH2+]CC(O)(O)O OQNCIVCOTSERAJ-UHFFFAOYSA-N 0.000 description 1
238000004377 microelectronic Methods 0.000 description 1
239000011707 mineral Substances 0.000 description 1
125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
229920002120 photoresistant polymer Polymers 0.000 description 1
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 1
238000003969 polarography Methods 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000005086 pumping Methods 0.000 description 1
150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
238000011084 recovery Methods 0.000 description 1
229910001925 ruthenium oxide Inorganic materials 0.000 description 1
WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000007787 solid Substances 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
239000003115 supporting electrolyte Substances 0.000 description 1
GPHXJBZAVNFMKX-UHFFFAOYSA-M triethyl(phenyl)azanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)C1=CC=CC=C1 GPHXJBZAVNFMKX-UHFFFAOYSA-M 0.000 description 1
HADKRTWCOYPCPH-UHFFFAOYSA-M trimethylphenylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C1=CC=CC=C1 HADKRTWCOYPCPH-UHFFFAOYSA-M 0.000 description 1

Classifications

- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
- B01D61/42—Electrodialysis; Electro-osmosis ; Electro-ultrafiltration; Membrane capacitive deionization
- B01D61/44—Ion-selective electrodialysis
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/82—Purification; Separation; Stabilisation; Use of additives
- C07C209/84—Purification
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Water Supply & Treatment (AREA)
Chemical Kinetics & Catalysis (AREA)
Electrochemistry (AREA)
Materials Engineering (AREA)
Metallurgy (AREA)
Health & Medical Sciences (AREA)
Urology & Nephrology (AREA)
Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Separation Using Semi-Permeable Membranes (AREA)

CA000541849A 1986-07-11 1987-07-10 Methode pour la production d'hydroxydes tres purs de sels quaternaires d'ammonium Expired - Lifetime CA1321973C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US884,505		1986-07-11
US06/884,505 US4714530A (en)	1986-07-11	1986-07-11	Method for producing high purity quaternary ammonium hydroxides

Publications (1)

Publication Number	Publication Date
CA1321973C true CA1321973C (fr)	1993-09-07

Family

ID=25384770

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000541849A Expired - Lifetime CA1321973C (fr)	1986-07-11	1987-07-10	Methode pour la production d'hydroxydes tres purs de sels quaternaires d'ammonium

Country Status (8)

Country	Link
US (1)	US4714530A (fr)
EP (1)	EP0255756B1 (fr)
JP (1)	JP2690730B2 (fr)
AT (1)	ATE74627T1 (fr)
CA (1)	CA1321973C (fr)
DE (1)	DE3778086D1 (fr)
ES (1)	ES2032445T3 (fr)
GR (1)	GR3005118T3 (fr)

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4917781A (en) *	1988-07-20	1990-04-17	Southwestern Analytical Chemicals, Inc.	Process for preparing quaternary ammonium hydroxides
US4938854A (en) *	1988-11-28	1990-07-03	Southwestern Analytical Chemicals, Inc.	Method for purifying quaternary ammonium hydroxides
GB8919682D0 (en) *	1989-08-31	1989-10-11	Shell Int Research	Preparation of quaternary ammonium hydroxides
US5354434A (en) *	1991-07-12	1994-10-11	Chlorine Engineers Corp. Ltd.	Method for regenerating tetraalkylammonium hydroxide
US5259888A (en) *	1992-02-03	1993-11-09	Sachem, Inc.	Process for cleaning quartz and silicon surfaces
US5393386A (en) *	1992-12-28	1995-02-28	Mitsubishi Gas Chemical Company, Inc.	Method for preparing aqueous quaternary ammonium hydroxide solution
JP3360365B2 (ja) *	1993-07-29	2002-12-24	クロリンエンジニアズ株式会社	水酸化テトラアルキルアンモニムの再生方法
US5389211A (en) *	1993-11-08	1995-02-14	Sachem, Inc.	Method for producing high purity hydroxides and alkoxides
US5709790A (en) *	1996-10-03	1998-01-20	Sachem, Inc.	Electrochemical process for purifying hydroxide compounds
US5753097A (en) *	1996-10-03	1998-05-19	Sachem, Inc.	Process for purifying hydroxide compounds
GB2319531B (en) *	1996-11-21	2001-03-07	Organo Corp	Process for rejuvenation treatment of photoresist development waste
US5868916A (en) *	1997-02-12	1999-02-09	Sachem, Inc.	Process for recovering organic hydroxides from waste solutions
US6217743B1 (en)	1997-02-12	2001-04-17	Sachem, Inc.	Process for recovering organic hydroxides from waste solutions
US5968338A (en) *	1998-01-20	1999-10-19	Sachem, Inc.	Process for recovering onium hydroxides from solutions containing onium compounds
US6508940B1 (en)	2000-10-20	2003-01-21	Sachem, Inc.	Process for recovering onium hydroxides from solutions containing onium compounds
US6770189B2 (en)	2000-10-27	2004-08-03	Flexsys B.V.	Process for improving the purity of quaternary ammonium hydroxides by electrolysis
KR100765018B1 (ko)	2000-10-27	2007-10-09	플렉시스 비.브이.	4차 암모늄 수산화물의 순도를 전기분해에 의해 향상시키는 방법
GEP20053722B (en) *	2001-10-12	2006-01-10	Flexsys Bv	Process for Improving the Purity of Quaternary Ammonium Hydroxides by Electrolysis in Two-Compartment Cell
US6787021B2 (en)	2002-01-03	2004-09-07	Sachem, Inc.	Purification of onium hydroxides by electrodialysis
AU2003263890A1 (en) *	2002-08-16	2004-03-03	Sachem, Inc.	Lewis acid ionic liquids
US7750166B2 (en) *	2002-08-16	2010-07-06	University Of South Alabama	Ionic liquids containing a sulfonate anion
US8686188B2 (en)	2003-07-04	2014-04-01	Jiangsu Sinorgchem Technology Co., Ltd.	Process for preparing 4-aminodiphenylamine
US8486223B2 (en) *	2003-07-04	2013-07-16	Jiangsu Sinorgchem Technology Co., Ltd.	Falling film evaporator
WO2005003078A1 (fr) *	2003-07-04	2005-01-13	Shi, Guangqiang	Procede de preparation de 4-aminodiphenylamine
CN101314573B (zh) *	2008-07-08	2010-12-08	杭州格林达化学有限公司	离子交换树脂处理四甲基碳酸铵的方法
JP5206304B2 (ja) *	2008-10-15	2013-06-12	東ソー株式会社	第四級アンモニウム塩の回収方法
CN102259029B (zh)	2010-05-24	2014-12-10	江苏圣奥化学科技有限公司	固体碱催化剂
CN105348117A (zh) *	2015-12-23	2016-02-24	山西翔宇化工有限公司	一种回收四甲基氢氧化铵的方法及装置
JP7031073B1 (ja) *	2020-04-17	2022-03-07	株式会社トクヤマ	ハロゲン酸素酸溶液の製造方法
WO2025047957A1 (fr) *	2023-09-01	2025-03-06	株式会社トクヤマ	Solution aqueuse alcaline contenant un inhibiteur de corrosion, et procédé pour l'utiliser en tant que solution aqueuse alcaline à faible toxicité

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Publication number	Priority date	Publication date	Assignee	Title
JPS57155390A (en) *	1981-03-23	1982-09-25	Mitsubishi Petrochem Co Ltd	Manufacture of organic ammonium hydroxide using ion exchange membrane
US4394226A (en) *	1981-07-28	1983-07-19	Thiokol Corporation	Electrolytic method for producing quaternary ammonium hydroxides
US4425202A (en) *	1982-08-18	1984-01-10	Thiokol Corporation	Method of making and color stabilization of choline base
IT1210956B (it) *	1982-11-25	1989-09-29	Sigma Tau Ind Farmaceuti	Procedimento e cella elettrolitica per la preparazione di composti organici.
IT1199991B (it) *	1983-03-17	1989-01-05	Anic Spa	Procedimento per la preparazione di idrossido di ammonio quaternario mediante elettrodialisi
JPS60100690A (ja) *	1983-11-02	1985-06-04	Tama Kagaku Kogyo Kk	水酸化第四アンモニウムの製造方法
JPS60131985A (ja) *	1983-12-19	1985-07-13	Showa Denko Kk	高純度第４級アンモニウム水酸化物の製造法
JPS60131986A (ja) *	1983-12-19	1985-07-13	Showa Denko Kk	高純度第４級アンモニウム水酸化物の製造方法

1986
- 1986-07-11 US US06/884,505 patent/US4714530A/en not_active Expired - Lifetime
1987
- 1987-06-19 ES ES198787305482T patent/ES2032445T3/es not_active Expired - Lifetime
- 1987-06-19 AT AT87305482T patent/ATE74627T1/de not_active IP Right Cessation
- 1987-06-19 DE DE8787305482T patent/DE3778086D1/de not_active Expired - Lifetime
- 1987-06-19 EP EP87305482A patent/EP0255756B1/fr not_active Expired - Lifetime
- 1987-07-09 JP JP62169902A patent/JP2690730B2/ja not_active Expired - Lifetime
- 1987-07-10 CA CA000541849A patent/CA1321973C/fr not_active Expired - Lifetime
1992
- 1992-07-08 GR GR920401461T patent/GR3005118T3/el unknown

Also Published As

Publication number	Publication date
DE3778086D1 (de)	1992-05-14
JPS6328893A (ja)	1988-02-06
JP2690730B2 (ja)	1997-12-17
ES2032445T3 (es)	1993-02-16
EP0255756A3 (en)	1988-08-17
US4714530A (en)	1987-12-22
EP0255756A2 (fr)	1988-02-10
GR3005118T3 (fr)	1993-05-24
ATE74627T1 (de)	1992-04-15
EP0255756B1 (fr)	1992-04-08

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Date	Code	Title	Description
2010-09-07	MKEX	Expiry	Effective date: 20100907

Publication	Publication Date	Title
CA1321973C (fr)	1993-09-07	Methode pour la production d'hydroxydes tres purs de sels quaternaires d'ammonium
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NO832350L (no)	1983-12-30	Fremgangsmaate for fremstilling av fenetylaminer.
JPS6342713B2 (fr)	1988-08-25
US4061548A (en)	1977-12-06	Electrolytic hydroquinone process
JPS60114585A (ja)	1985-06-21	グリコールの製法
JP3478893B2 (ja)	2003-12-15	高純度コリンの製造方法
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KR890002864B1 (ko)	1989-08-05	m-히드록시벤질알코올의 제조방법
CN1985024B (zh)	2010-12-29	制备包含与脂族或脂环族c原子键接的伯氨基和环丙基单元的伯胺的方法
JPS63317686A (ja)	1988-12-26	フッ素化ビニルエーテルの製造方法
JP2902755B2 (ja)	1999-06-07	ｍ―ヒドロキシベンジルアルコールの製造法
JPH01157924A (ja)	1989-06-21	ブロモフルオロメタンの製造法
JPS63157891A (ja)	1988-06-30	ｍ−ヒドロキシベンジルアルコ−ル製造方法
Cipris et al.	1979	The electrochemical reduction of 2, 5-dichlorobenzenesulphonyl chloride and the corresponding disulphide
JPH0418690B2 (fr)	1992-03-27
JPS59113191A (ja)	1984-06-29	１，８−ジアミノナフタレンの製法
JPS6347791B2 (fr)	1988-09-26
JPH0715151B2 (ja)	1995-02-22	ｍ−ヒドロキシベンジルアルコ−ルの製造方法